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Volumn 9, Issue , 2013, Pages 2762-2766

Total synthesis of the endogenous inflammation resolving lipid resolvin D2 using a common lynchpin

Author keywords

Catalysis; Eicosanoid; Natural product; Resolvin D2; Sonogashira coupling; Total synthesis; Wittig reaction

Indexed keywords


EID: 84890473970     PISSN: None     EISSN: 18605397     Source Type: Journal    
DOI: 10.3762/bjoc.9.310     Document Type: Article
Times cited : (13)

References (35)
  • 2
    • 79955670124 scopus 로고    scopus 로고
    • doi:10.1021/cr100396c
    • Serhan, C. N.; Petasis, N. A. Chem. Rev. 2011, 111, 5922-5943. doi:10.1021/cr100396c
    • (2011) Chem. Rev. , vol.111 , pp. 5922-5943
    • Serhan, C.N.1    Petasis, N.A.2
  • 3
    • 0038013967 scopus 로고    scopus 로고
    • Novel docosatrienes and 17S-resolvins generated from docosahexaenoic acid in murine brain, human blood, and glial cells: Autacoids in anti-inflammation
    • DOI 10.1074/jbc.M300218200
    • Hong, S.; Gronert, K.; Devchand, P. R.; Moussignac, R.-L.; Serhan, C. N. J. Biol. Chem. 2003, 278, 14677-14687. doi:10.1074/jbc.M300218200 (Pubitemid 36799790)
    • (2003) Journal of Biological Chemistry , vol.278 , Issue.17 , pp. 14677-14687
    • Hong, S.1    Gronert, K.2    Devchand, P.R.3    Moussignac, R.-L.4    Serhan, C.N.5
  • 9
    • 7244242688 scopus 로고    scopus 로고
    • First total synthesis of 7(S),16(R),17(S)-Resolvin D2, a potent anti-inflammatory lipid mediator
    • DOI 10.1016/j.tetlet.2004.09.129, PII S0040403904021100
    • Rodríguez, A. R.; Spur, B. W. Tetrahedron Lett. 2004, 45, 8717-8720. doi:10.1016/j.tetlet.2004.09.129 (Pubitemid 39429358)
    • (2004) Tetrahedron Letters , vol.45 , Issue.47 , pp. 8717-8720
    • Rodriguez, A.R.1    Spur, B.W.2
  • 10
    • 84869232273 scopus 로고    scopus 로고
    • doi:10.1016/j.tetlet.2012.10.059
    • Rodríguez, A. R.; Spur, B. W. Tetrahedron Lett. 2012, 53, 6990-6994. doi:10.1016/j.tetlet.2012.10.059
    • (2012) Tetrahedron Lett , vol.53 , pp. 6990-6994
    • Rodríguez, A.R.1    Spur, B.W.2
  • 12
    • 17944370164 scopus 로고    scopus 로고
    • First total synthesis of 7(S),17(S)-Resolvin D5, a potent anti-inflammatory docosanoid
    • DOI 10.1016/j.tetlet.2005.03.175
    • Rodríguez, A. R.; Spur, B. W. Tetrahedron Lett. 2005, 46, 3623-3627. doi:10.1016/j.tetlet.2005.03.175 (Pubitemid 40598026)
    • (2005) Tetrahedron Letters , vol.46 , Issue.21 , pp. 3623-3627
    • Rodriguez, A.R.1    Spur, B.W.2
  • 13
    • 82955249284 scopus 로고    scopus 로고
    • doi:10.1016/j.tetlet.2011.11.003
    • Rodríguez, A. R.; Spur, B. W. Tetrahedron Lett. 2012, 53, 86-89. doi:10.1016/j.tetlet.2011.11.003
    • (2012) Tetrahedron Lett , vol.53 , pp. 86-89
    • Rodríguez, A.R.1    Spur, B.W.2
  • 14
    • 70149096440 scopus 로고    scopus 로고
    • doi:10.1016/j.tetlet.2009.08.061
    • Ogawa, N.; Kobayashi, Y. Tetrahedron Lett. 2009, 50, 6079-6082. doi:10.1016/j.tetlet.2009.08.061
    • (2009) Tetrahedron Lett , vol.50 , pp. 6079-6082
    • Ogawa, N.1    Kobayashi, Y.2
  • 20
    • 84890526635 scopus 로고    scopus 로고
    • Current (Oct 2013) Australian price for 100 μg of RvD2 = $1,148 AUD
    • Current (Oct 2013) Australian price for 100 μg of RvD2 = $1,148 AUD. http://www.caymanchem.com/catalog/10007279.
  • 21
    • 0025326768 scopus 로고
    • Stereoselective synthesis of a nonracemic hydronaphthalene subunit of Kijanolide
    • DOI 10.1021/jo00295a030
    • Marshall, J. A.; Salovich, J. M.; Shearer, B. G. J. Org. Chem. 1990, 55, 2398-2403. doi:10.1021/jo00295a030 (Pubitemid 20236790)
    • (1990) Journal of Organic Chemistry , vol.55 , Issue.8 , pp. 2398-2403
    • Marshall, J.A.1    Salovich, J.M.2    Shearer, B.G.3
  • 23
    • 0019505316 scopus 로고
    • A stereocontrolled and effective synthesis of leukotriene B (1)
    • DOI 10.1016/S0040-4039(01)90241-2
    • Corey, E. J.; Marfat, A.; Munroe, J.; Kim, K. S.; Hopkins, P. B.; Brion, F. Tetrahedron Lett. 1981, 22, 1077-1080. doi:10.1016/S0040-4039(01)90241-2 (Pubitemid 11131642)
    • (1981) Tetrahedron Letters , vol.22 , Issue.12 , pp. 1077-1080
    • Corey, E.J.1    Marfat, A.2    Munroe, J.3
  • 24
    • 33748617140 scopus 로고    scopus 로고
    • 2-DIBAL-H
    • DOI 10.1021/ol061202o
    • Huang, Z.; Negishi, E.-i. Org. Lett. 2006, 8, 3675-3678. doi:10.1021/ol061202o (Pubitemid 44378335)
    • (2006) Organic Letters , vol.8 , Issue.17 , pp. 3675-3678
    • Huang, Z.1    Negishi, E.-I.2
  • 27
    • 84863618373 scopus 로고    scopus 로고
    • doi:10.1016/j.tetlet.2012.05.143
    • Rodríguez, A. R.; Spur, B. W. Tetrahedron Lett. 2012, 53, 4169-4172. doi:10.1016/j.tetlet.2012.05.143
    • (2012) Tetrahedron Lett , vol.53 , pp. 4169-4172
    • Rodríguez, A.R.1    Spur, B.W.2
  • 29
    • 38449102399 scopus 로고    scopus 로고
    • doi:10.1038/nprot.2007.354
    • Hoye, T.; Jeffrey, C. S.; Shao, F. Nat. Protoc. 2007, 2, 2451-2458. doi:10.1038/nprot.2007.354
    • (2007) Nat. Protoc. , vol.2 , pp. 2451-2458
    • Hoye, T.1    Jeffrey, C.S.2    Shao, F.3
  • 31
    • 0033538635 scopus 로고    scopus 로고
    • Selective oxidation of primary silyl ethers and its application to the synthesis of natural products
    • DOI 10.1016/S0040-4039(99)00956-9, PII S0040403999009569
    • Rodríguez, A.; Nomen, M.; Spur, B. W.; Godfroid, J. J. Tetrahedron Lett. 1999, 40, 5161-5164. doi:10.1016/S0040-4039(99)00956-9 (Pubitemid 29307881)
    • (1999) Tetrahedron Letters , vol.40 , Issue.28 , pp. 5161-5164
    • Rodriguez, A.1    Nomen, M.2    Spur, B.W.3    Godfroid, J.J.4
  • 32
    • 0000509322 scopus 로고
    • 2 and sp carbon centers
    • Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, doi:10.1016/B978-0-08-052349-1.00071-8
    • 2 and sp Carbon Centers. In Comprehensive Organic Synthesis; Trost, B. M.; Fleming, I., Eds.; Pergamon Press: Oxford, 1991; Vol. 3, pp 521-549. doi:10.1016/B978-0-08-052349- 1.00071-8
    • (1991) Comprehensive Organic Synthesis , vol.3 , pp. 521-549
    • Sonogashira, K.1


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.